(2E)-1-nitro-4-phenyl-2-butene | 1257310-16-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2E)-1-nitro-4-phenyl-2-butene
• 英文别名: 4-nitro-1-phenylbut-2-ene；[(E)-4-nitrobut-2-enyl]benzene
• CAS: 1257310-16-9
• 化学式: C₁₀H₁₁NO₂
• 分子量: 177.203
• InChiKey: BRZWMPPLQDSDOO-SNAWJCMRSA-N

物化性质

• 沸点：
  311.3±21.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  四氟硼酸重氮苯盐 以39%的产率得到
  参考文献：
  名称：

  GANUSHCHAK N. I.; GRISHCHUK B. D.; BARANOV V. A.; DOMBROVSKIJ A. V., IZV. VYSSH. UCHEB. ZAVEDENIJ, XIMIYA I XIM. TEXNOL. , 1975, 18, +

  摘要：

  DOI：

文献信息

• Iron-Mediated Radical Halo-Nitration of Alkenes
  作者：Tsuyoshi Taniguchi、Tatsuya Fujii、Hiroyuki Ishibashi

  DOI：10.1021/jo101769d

  日期：2010.12.3

  Radical halo-nitration of alkenes using iron(III) nitrate nonahydrate and halogen salt has been developed. The present reaction proceeds by radical addition of nitrogen dioxide generated by thermal decomposition of iron(III) nitrate nonahydrate and subsequent trapping of the resultant radical by a halogen atom in the presence of halogen salt. Application of this method to synthesis of nitroalkenes

  已经开发出使用九水合硝酸铁（III）和卤素盐的烯烃自由基卤化法。本反应通过自由基添加由硝酸铁（III）九水合物热分解产生的二氧化氮并随后在卤素盐的存在下通过卤素原子捕获所得自由基而进行。还描述了该方法在硝基烯烃的合成中的应用。通过将其用于宽链烯烃，已经证明了使用无毒且廉价的铁试剂的本方法的实用性。
• Olefin Cross-Metathesis with 3-Nitropropene
  作者：Karol Grela、Tomasz Wdowik、Cezary Samojłowicz、Magdalena Jawiczuk、Andrzej Zarecki

  DOI：10.1055/s-0030-1259042

  日期：2010.12

  allylic nitro compounds via cross-metathesis with a new cross-metathesis partner, 3-nitropropene, is reported. The reaction of various terminal olefins with 3-nitropropene, promoted by 5 mol% of standard commercially available ruthenium pre-catalysts in the presence of triphenyl ­borate, provided the substituted β,γ-nitroolefins in moderate to high yields. These results render the catalytic olefin cross-metathesis

  报道了通过交叉复分解与新的交叉复分解伙伴 3-硝基丙烯合成功能化烯丙基硝基化合物。各种末端烯烃与 3-硝基丙烯的反应，在硼酸三苯酯存在下，由 5 mol% 的标准市售钌预催化剂促进，以中等至高产率提供取代的 β,γ-硝基烯烃。这些结果使催化烯烃交叉复分解成为合成烯丙基硝基化合物的温和且选择性的方法。
• [EN] PROCESS FOR THE PREPARATION OF PYRROLO[2,3-D]PYRIMIDINES<br/>[FR] PROCEDE DE PREPARATION DE PYRROLO[2,3-D]PYRIMIDINES
  申请人：UNIV PRINCETON

  公开号：WO2000011004A1

  公开（公告）日：2000-03-02

  4(3H)-X-7H-Pyrrolo[2,3-d]pyrimidines in which X is =O or =NH are prepared by (i) treating a 6-amino-4(3H)-X-pyrimidine with a unsubstituted or substituted 1-nitroalk-1-ene to yield a 6-amino-4(3H)-X-pyrimidine which is substituted in the 5-position by a 1-nitroalk-2-yl group; (ii) converting the 5-(1-nitroalk-2-yl)-6-amino-4(3H)-X-pyrimidine to the corresponding 5-(1-oxoalk-2-yl)-6-amino-4(3H)-X-pyrimidine; and (iii) removing the elements of water from the 5-(1-oxoalk-2-yl)-6-amino-4(3H)-X-pyrimidine to effect cyclization. A typical embodiment involves treating 2,6-diamino-4(3H)-pyrimidone with 1-nitro-4-(4-ethoxycarbonylphenyl)-I-butene to yield 1-nitro-2-(2,6-diamino 4(3H)-oxopyrimidin-5-yl)-4-(4-ethoxycarbonylphenyl)butane which is then treated sequentially with base and acid, without isolation of the intermediate aldehyde, to form 4-[2-(2-amino-4(3H)-oxo-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid, a valuable known chemical intermediate for the preparation of N-[4-2-(2-hydroxy-4-amino-7H-pyrrolo[2,3-d]-pyrimidin-5-yl)ethyl}benzoyl]glutamic acid.

  本发明涉及一种制备4(3H)-X-7H-吡咯并[2,3-d]嘧啶的方法，其中X = O或= NH，包括以下步骤：(i)用非取代或取代的1-硝基烯烃处理6-氨基-4(3H)-X-嘧啶，得到在5-位上被1-硝基烷基取代的6-氨基-4(3H)-X-嘧啶；(ii)将5-(1-硝基烷基-2-基)-6-氨基-4(3H)-X-嘧啶转化为相应的5-(1-氧代烷基-2-基)-6-氨基-4(3H)-X-嘧啶；(iii)从5-(1-氧代烷基-2-基)-6-氨基-4(3H)-X-嘧啶中除去水分以进行环化。典型实施例包括用1-硝基-4-(4-乙氧羰基苯基)-1-丁烯处理2,6-二氨基-4(3H)-嘧啶，得到1-硝基-2-(2,6-二氨基4(3H)-氧代嘧啶-5-基)-4-(4-乙氧羰基苯基)丁烷，然后依次用碱和酸处理而不分离中间体醛，形成4-[2-(2-氨基-4(3H)-氧代-7H-吡咯并[2,3-d]嘧啶-5-基)乙基]苯甲酸，这是制备N-[4-2-(2-羟基-4-氨基-7H-吡咯并[2,3-d]-嘧啶-5-基)乙基}苯甲酰]谷氨酸的有价值的已知化学中间体。
• PROCESS FOR THE PREPARATION OF PYRROLO[2,3-D]PYRIMIDINES
  申请人：The Trustees of Princeton University

  公开号：EP1105396A1

  公开（公告）日：2001-06-13
• GANUSHCHAK N. I.; GRISHCHUK B. D.; BARANOV V. A.; DOMBROVSKIJ A. V., IZV. VYSSH. UCHEB. ZAVEDENIJ, XIMIYA I XIM. TEXNOL. <IVUK-AR>, 1975, 18, +
  作者：GANUSHCHAK N. I.、 GRISHCHUK B. D.、 BARANOV V. A.、 DOMBROVSKIJ A. V.

  DOI：——

  日期：——